Refine Search
Map
Sort by
$10,900,000
5 Beds ⋅ 6 Baths ⋅ 2026022035 MLS
Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

16730 Captiva Drive, Captiva
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 2026024474 MLS
Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva
$629,000
3 Beds ⋅ 2 Baths ⋅ 2026021981 MLS
Serenity Cove, Waterfront 3 bedroom 2.5 baths on Large lot... FANTISIC VIEWS looking the entire length of the Canal with Direct access to Matlacha Pass and the Gulf of Mexico !!! Really "cool, artistic interior with unique Master bedroom floor and original Terrazzo, epoxy and floor tile flooring throughout the Home... Open Kitchen with dining bar, Stainless steel appliances with a fisher and Paykel dishwasher drawer, Granite, stainless steel and live edgewood countertops. New LED lighting throughout. Bluetooth speakers in the bathroom ceiling and other unique touches. Check out the lighting in the living area and the open Florida Room...Doors have their own style as does the entire home... Two porches, one off the master area and the other for guests, beautiful spot for coffee in the morning (and drinks at night), views of the entire Canal, the dock with Tiki Hut, boat ramp and the beautiful Florida Sun. The Garage is a very large two car or truck, (864 Sq ft) with 1/2 bath, plenty of room for shop/storage and other fun garage things !!! Roof New & permitted in 2021 The lot is a LARGE 110' X 170' (almost 1/2 Acre) property with palm and other trees on either side for your privacy and your SERENITY... This is a house you need to see... It's unique, artsy with style and very livable...AND GREAT WATER VIEWS ... Take a look today..

5387 Marina Drive, Bokeelia
$24,950,000
6 Beds ⋅ 7 Baths ⋅ 2026012050 MLS
Set on 4.55 acres at the very end of West Gulf Drive, known as Sanibel's prestigious Gold Coast, on a private cul-de-sac, this extraordinary beachfront estate offers 245 ft of direct Beach & Gulf frontage, exceptional privacy, and a caliber of craftsmanship rarely seen anywhere in SWFL. Built without compromise, and running parallel to the sunset, allowing the home to capture Sanibel’s legendary Gulf views & Sunsets. A rare legacy estate. Encompassing nearly 20,000 SF with 6 bedrooms, a private office, 6.5 baths, and white-sand beach & water views from every room. Grand in scale yet livable, conceived as a multigenerational coastal retreat, suited for intimate family life, extended guest stays, and entertaining. Professionally decorated & furnished, a reflection of craftsmanship. The great room is dramatic and refined, anchored by 3 custom Barlas Baylar chandeliers, a hand-carved Calacatta marble fireplace mantel, herringbone hickory floors, mahogany ceiling beams with integrated surround sound, and concealed air systems preserving clean architectural lines. A full-length illuminated bar with underlit crystal counters brings the ambiance of a private five-star lounge, while integrated Crestron & Lutron systems provide sophisticated control of lighting, media, comfort, and shade. A Chef’s kitchen & separate service kitchen are outfitted with Thermador Pro Appliances, custom cabinetry, designer hardware, and a full butler’s pantry, ideal for private chef service & entertaining. An elevator provides seamless access across levels, while a dumbwaiter offers discreet convenience for household needs. Custom hand-crafted doors highlight the home’s attention to detail. Built to exceptional standards, the residence features a copper roof w/ matching copper gutters, $1.4M in Hartman windows & doors, and full hurricane shutters for an exceptional level of coastal protection. The Primary Wing offers 2 Gulf-front suites and office. The primary suite features a fireplace, private balcony overlooking the Gulf, direct beach access, a morning kitchen, advanced security features, and an exceptional bath w/ indoor & outdoor showers, a steam shower, an extraordinary walk-in wardrobe, dedicated laundry, Toto toilets in every bathroom. Guest accommodations are designed to provide comfort & privacy, including a 3rd-level suite with breathtaking views of Sanibel’s celebrated sunsets. Beyond its principal living spaces, the home offers scale to have a private gym, spa, game room, and lifestyle spaces tailored to multigenerational living & extended guest stays. Outdoor living rivals a luxury resort, w/ a beachfront pool & spa, lap pool, outdoor kitchen, lounge pavilion with reclaimed wood & fireplace, and a beachside putting green. Additional lot separately available, offering the opportunity to expand or create a private compound. Framed by palms, Gulf breezes, and the sound of waves, this ultra-private residence is one of the most significant estates in Florida.

4405 W Gulf Drive, Sanibel
$424,475
4 Beds ⋅ 2 Baths ⋅ 2026008140 MLS
COUNTRY FREEDOM LIFESTYLE......... HUGE modern kitchen designed for gatherings opens to a family room accented with recessed lighting and two backyard exits plus brand-new refrigerator. Private, peaceful country living on nearly 2 acres with no HOA or deed restrictions. This spacious Great Room Open concept home is built for entertaining and family life. Plus the 4-bedroom split floor plan offers abundant storage with double closets in the bedrooms and generous cabinetry throughout. A special handicap-accessible bathroom features special medicine cabinets which include interior mirrors, with the primary bathroom has a triple double mirrored cabinet. Large, modernized rooms showcase attractive ceramic tile floors for easy care. The indoor laundry/utility room has direct outdoor access, plumbing in place for a utility sink, and extra electric to support a freezer. The home has a newer permitted roof. Enjoy the front screened porch or back deck while watching birds singing and squirrels playing in your fenced yard at the end of a quiet street, minimizing traffic. Don't forget the barn with a concrete floor and extra-high roof accompanied by adjacent storage area besides a separate workshop provide room. GREAT place for horses, cattle, toys, or a business. Extremely quick access to Del Prado Extension (Mellow Rd), Slater Rd, Bayshore Rd and Pritchett Parkway to I-75 makes commuting and shopping extremely convenient. Nalle Grade Park is nearby, offering archery, charcoal grills, hiking trails, a pavilion and event space. Owner offers flexible financing. No bank financing required. Possible exchange for vehicles or other real estate. Live freely — bring your animals, park your RV, run a home business, or simply enjoy wide-open space without subdivision rules. Contact now to schedule a showing.

6870 Golden Road, North Fort Myers
$8,995,000
5 Beds ⋅ 5 Baths ⋅ 2026006746 MLS
Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

3767 W Gulf Drive, Sanibel
$4,749,000
6 Beds ⋅ 7 Baths ⋅ 2025024133 MLS
Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva
$1,500,000
2 Beds ⋅ 3 Baths ⋅ 2025023759 MLS
Fully remodeled, custom-built, and offered fully furnished turnkey, this ultimate vacation retreat captures the rare feeling of being blissfully cast away—where a long, winding driveway lined with swaying palms gently disconnects you from the outside world. Sunsets unfold beautifully over Clam Bayou with the Gulf beyond, and direct water access makes this property exceptionally special—launch a kayak or boat from your private dock and reach one of Sanibel’s most secluded beaches in minutes, a truly rare island experience. Thoughtfully rebuilt from the ground up, the home’s architecture embodies an organic coastal modern aesthetic—entirely rebuilt to perfection and stunning inside and out—with clean, intentional lines softened by warm, natural materials inspired by the surrounding coastal environment. Designed for effortless enjoyment, the property offers incredible privacy, a spacious lot approximately 360 feet in length, and mature tropical landscaping that reinforces the feeling of an instant island getaway with simple, very low-maintenance living. The backyard sparkles as the sun reflects off the Bayou waters. Inside, soaring ceilings and abundant natural light create an airy, relaxed coastal ambiance, while exceptionally refined designer finishes reflect thoughtful craftsmanship throughout. All windows and doors are impact-rated, and a commercial-grade standing seam metal roof provides lasting durability and peace of mind. A screened porch sets the stage for sunset dining, while the back deck off the kitchen enjoys prized southwestern exposure—ideal for sunbathing, entertaining, or unwinding as the day fades. Wildlife sightings are part of everyday life, from bald eagles and ospreys overhead to endless fishing just steps from your door. Blissfully secluded yet just a short bike ride to Captiva, this is a truly rare opportunity to own a refined organic coastal retreat where architecture, nature, and island luxury exist in effortless harmony.

5801 Sanibel Captiva Road, Sanibel
$1,090,000
4 Beds ⋅ 4 Baths ⋅ 2025016110 MLS
Extraordinary Sanibel Estate Home Discover a one-of-a-kind property nestled between twin ponds and pristine conservation land. Located in Sanibel’s coveted West Gulf Drive neighborhood, this serene family home offers a perfect blend of privacy, comfort, and natural beauty — all just a short stroll from a deeded beach access. The main residence features three spacious king bedrooms, including a luxurious primary suite with a private sitting room/home office, double vanity, and walk-in shower. Two additional bedrooms share a Jack & Jill bath with dual vanities and Corian countertops. A separate guest cabana, connected by a lighted and covered walkway, offers a private queen suite — ideal for visitors or extended family. It would also make a wonderful a dedicated home studio. In the main house soaring vaulted ceilings and an airy, open-plan living area lead to a sun-drenched deck — perfect for al fresco dining, grilling, or simply relaxing while watching native wildlife. The cabana pool area is a tropical oasis, with a heated pool overlooking a peaceful pond. Thoughtfully updated, the home boasts ceramic tile flooring, Corian countertops , and modern kitchen appliances including an induction cooktop and circulating ceiling fans. A tankless water heater ensures on-demand hot water, while four individual cooling systems provide custom climate control year-round. Whether you're seeking a quiet sanctuary, a multigenerational layout, or a coastal getaway with room to entertain, this property is a rare find on Sanibel Island.

2999 Twin Ponds Drive, Sanibel
$9,700,000
5 Beds ⋅ 5 Baths ⋅ 2025014681 MLS
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva Drive, Captiva
$12,500,000
5 Beds ⋅ 6 Baths ⋅ 225024734 MLS
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Drive, Captiva
$33,880,000
6 Beds ⋅ 8 Baths ⋅ 224050501 MLS
Welcome to Mandalay, an unparalleled sanctuary where refined luxury meets unspoiled nature on one of Florida’s most coveted stretches of beachfront. This is more than a home, it is a legacy estate where properties of this magnitude and caliber are truly special and rare. Step inside through a grand, gated entrance and experience the seamless blend of modern elegance and timeless coastal design. Built to commercial standards in 2009, this fortress-like estate is engineered to endure with custom Tischler windows and doors imported from Germany, capable of withstanding over 200 mph winds. Every detail has been meticulously curated, far exceeding Florida’s most rigorous building codes. The estate’s expansive layout was designed for effortless entertaining and luxurious day-to-day living. The chef’s kitchen is a culinary dream, boasting a full-size walk-in cooler, professional-grade appliances, a sprawling prep island, butler’s pantry, and a stunning full-service bar, all overlooking the Gulf of Mexico’s endless horizon. It's an entertainer’s paradise, offering unforgettable backdrops for gatherings both grand and intimate. The primary suite is a haven of serenity, featuring a cozy fireplace, private balcony, and spa-inspired ensuite complete with dual vanities, individual water closets, and a spa shower that redefines relaxation. Step outside to the resort-style pool, framed by a dramatic spillover waterfall, where a private path leads you to one of Sanibel Island’s most celebrated treasures, its white sandy beach. From sunrise meditations to sunset soirées and some of the BEST shelling in the country, every moment here is steeped in the magic of Gulf-front living. Mandalay is not just a home, it’s the epitome of coastal living, elevated to its highest expression. Whether you're seeking a private family compound, an elite retreat, or a trophy property, this offering is your once-in-a-lifetime invitation to own one of Florida’s most exclusive beachfront estates. Experience the pinnacle of privacy, prestige, and paradise... Mandalay awaits.

6111 Sanibel Captiva Road, Sanibel